Long Dresses

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Long Dresses for Effortless Fall & Winter Style

Long dresses make getting dressed feel instantly pulled together, whether your day calls for a relaxed floral maxi or your night deserves a floor-sweeping gown. This fall and winter, discover flowing fabrics alongside sculptural floor-length dresses, with casual long dresses for getaways and elevated styles that make special plans feel effortless.

Are All Long Dresses Formal?

Not at all. Fabric, silhouette, and styling can completely change the mood. A relaxed floral maxi can feel easy for Thanksgiving dinner or a weekend away, while satin, sheer details, or a fitted column silhouette can turn the length into evening wear. Formal long dresses and long gowns bring extra polish for holiday office parties and dressier events—the length gives you options rather than defining the dress code.

Which Long Dress Silhouette Should I Choose?

Think about the movement and shape you want. Flowing maxis create an easy, graceful effect, while column styles keep the line sleek and streamlined. Mermaid Dresses bring more structure before flaring toward the hem, and dresses with high slit details add movement to fitted silhouettes. For an engagement photoshoot, those details can give a long dress extra dimension as you move in front of the camera.

Can I Wear a Long Dress to a Wedding?

Absolutely—just let the venue and dress code guide the look. A relaxed print can feel right for a rustic celebration; explore Country Wedding Guest Dresses when that’s the vibe. More polished weddings may call for elevated fabrics, sculptural silhouettes, or details like sheer panels, draped sleeves, ruffles, and statement bows.

Find Your Floor-Length Favorite with Us

Some dresses just need to be tried on IRL. Visit one of Windsor’s 350+ stores across North America to see how the length, fit, and fabric move on you, shop online, or get Windsor's Clothing App for convenient shopping, virtual try-ons, and exclusive perks.

  • Vacay Mode Tropical Floral Maxi Tube Dress

    The suitcase practically packed itself. This tropical floral maxi tube dress combines a sleek bodycon fit with an oversized floral print for a look that feels effortless, elevated, and ready for every vacation itinerary.

    Fit & Features

    • Mesh fabric with knit lining, high stretch
    • Large tropical floral print
    • Strapless straight-across neckline
    • High-cut back slit
    • Maxi-length hem
    • Bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05102-000688

    Category Name: Long Dresses

    Price: $46.90

    Availability: In Stock

    Available Color: BLACK

    Available Size: XS, S, M, L

  • Getaway Glam Tropical Floral Maxi Tube Dress

    One dress, endless compliments. This tropical floral maxi tube dress combines a sleek bodycon fit with oversized blooms for a look that feels both getaway and glam.

    Fit & Features

    • Knit fabric with lining, high stretch
    • Large tropical floral print
    • Strapless straight-across neckline
    • Maxi-length hem
    • Bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05102-000644

    Category Name: Long Dresses

    Price: $54.90

    Availability: In Stock

    Available Color: PINK

    Available Size: XS, S, M, L

  • Passport Ready Sequin Sheer Knit Maxi Dress

    Vacation photos called—they want this dress in every frame. This sequin embroidered sheer knit maxi dress pairs a sculpting bodycon fit with a striking hardware cutout and leg-baring slit that was made for rooftop dinners, destination weddings, and every RSVP in between.

    Fit & Features

    • Sheer textured knit fabric, mini-length knit lining, moderate stretch
    • Sequin embroidery
    • Strapless sweetheart neckline, bust cutout with asymmetric metal hardware accent
    • Open tie-back design
    • Maxi-length hem with high-cut side slit
    • Bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05102-000632

    Category Name: Long Dresses

    Price: $52.90

    Availability: In Stock

    Available Color: IVORY

    Available Size: XS, S, M, L

  • Worth The Wait Chain Detail Maxi Dress

    The kind of dress that changes the whole plan. This abstract print maxi dress combines a plunging cowl neckline, draped chain detail, and an open-back silhouette for a look that's both art exhibit and dinner reservation.

    Fit & Features

    • Mesh fabric with knit lining, high stretch
    • Abstract print
    • Sleeveless plunging cowl neckline, triple chain strap accents
    • Tie-back halter straps, open back
    • Maxi-length hem, high-cut back slit
    • Bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05102-000370

    Category Name: Long Dresses

    Price: $48.90

    Availability: In Stock

    Available Color: PLUM

    Available Size: XS, S, M, L

  • Keep It Chic Knit Lace-Up Maxi Dress

    A guaranteed yes when the group chat asks what you're wearing. This knit lace-up maxi dress hugs in all the right places, while the open back and textured finish keep things chic from every angle.

    Fit & Features

    • Textured knit fabric, lined, moderate stretch
    • Sleeveless high crew neckline
    • Halter spaghetti straps
    • Open cross-back lace-up design with tie closure, lower back cutout
    • Maxi-length hem with high-cut back slit
    • Bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 06005-000366

    Category Name: Long Dresses

    Price: $44.90

    Availability: In Stock

    Available Color: CHARTREUSE

    Available Size: XS, S, M, L

  • Dream Girl Lace Trim Satin Dress

    A little sweet, a little flirty. This satin mini dress boasts delicate lace details with a plunging halter neckline and open-back silhouette for a perfect date night look.

    Fit & Features

    • Silky satin fabric, knit stretchy lining
    • Plunge halter neckline, lace trim, tie straps
    • Open back with adjustable strap detail
    • Hidden side zipper and hook-eye closure
    • Curve-hugging fit
    • Lace trim mini-length hem
    • Runs true to size

    Style Number/Barcode: 05101-001466

    Category Name: Long Dresses

    Price: $44.90

    Availability: In Stock

    Available Color: PINK-2

    Available Size: XS, S, M, L

  • Low Key Drama Open Back Plunge Dress

    A dramatic neckline and an open back make this one an instant standout. This flowing dress pairs a plunging front with airy draped sleeves and a side-tie detail for an effortlessly elevated look with beautiful movement. Perfect for vacations, dinner dates, and special occasions where an unforgettable entrance is part of the plan.

    Fit & Features

    • Silky satin fabric, sewn-in woven lining
    • Plunging V-neckline
    • Open-back design, adjustable strap, lower zipper and hook-eye closure
    • Draped long sleeves with side tie accents
    • Curve-hugging mini-length silhouette
    • Runs true to size

    Style Number/Barcode: 05101-001334

    Category Name: Long Dresses

    Price: $49.90

    Availability: In Stock

    Available Color: WINE

    Available Size: XS, S, M, L

  • Striking Lattice Side Mesh Maxi Dress

    The statement is built into the details. This strapless mesh dress pairs sleek hardware with an elongated fit, making it an easy standout for vacations or night out plans.

    Fit & Features

    • Multi-print, lined mesh fabric with stretch
    • Strapless sweetheart neckline
    • Front keyhole cutout with hardware accent
    • Side lattice tie details
    • Curve-hugging maxi silhouette
    • Runs true to size

    Style Number/Barcode: 05102-000356

    Category Name: Long Dresses

    Price: $54.90

    Availability: In Stock

    Available Color: BLUE

    Available Size: XS, S, M, L

  • Untamed Animal Print Halter Maxi Dress

    Mixed animal print brings bold impact with a strappy open back. The plunging neckline and front slit add movement and shape, making this maxi dress ready for dinner dates, parties, and standout vacation looks.

    Fit & Features

    • Mixed animal print, lined chiffon fabric
    • Plunging halter neckline
    • Adjustable spaghetti straps
    • Open back with adjustable straps, lower zipper and hook-eye closure
    • Front high slit detail
    • Flowy A-line floor-length maxi silhouette
    • Runs true to size

    Style Number/Barcode: 05103-001046

    Category Name: Long Dresses

    Price: $69.90

    Availability: In Stock

    Available Color: BROWN

    Available Size: XS, S, M, L